Adrian Wakefield

Fractional CIO & CTO; Business Design & Operating Model Specialist; Investor & Advisor; Respected Networker & Digital Leader

📍 United Kingdom🔄 Updated September 2026💼 8 investments📅 9 years investing🗓 Last invested Apr 2025
Operator-angel🌍 United Kingdom
8
Total investments
2
Early stage
3
Mid stage
0
Late stage
9y
Years active

Portfolio

7 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Seed Investor
Apr 2025
An authentic single origin and sustainable additive-free tequila from the highlands of Arandas.
Seed Investor & Advisory Board Member
Nov 2024
TheAX.ai is a UK based AI start-up with a mission to help knowledge businesses capitalise on opportunities from AI, so they can grow & prosper in the new AI world of Accelerated Experience (AX). Were not only building an AI product, were leading the way to a new age of collaborative relationships between AI and human expertise in knowledge industries
Investor & Strategic Board Advisor
Jul 2024
Umbra Systems Limited is an experienced team of engineers dedicated towards building robust cloud object storage. Our product uses innovative maths to keep data safe and secure while always being available irrespective of cloud provider failures. With 3-fault tolerance, continuous backups, and AWS API support, Umbra Shadowstream™ is easy to implement, and improves upon familiar, existing services.
Investor
Jul 2022
Digitally Transforming Property Management. A modern digital solution bringing convenience and transparency to the property maintenance sector for both tenants and landlords.
Investor
Apr 2022
Tipple allows alcohol brands to sell directly to consumers across 11 European countries. We handle taxes and logistics allowing you to focus on growing your brand.
Investor
Jan 2022
Our AI receptionist Asa enables patients to book and pay for medical appointments via WhatsApp. Asa applies behavioural science and generative AI to adjust language and messaging to specific population segments to improve equitable access and optimise attendance at appointments.
Board Advisor & Investor
Sep 2021
Fused4 is an IT talent sourcing platform that directly connects technology professionals with forward thinking employers. Our proprietary sourcing and matching algorithms slash your hiring costs, delivering a super fast & empowering hiring experience. Our commitment to IT talent: - 100% transparency of roles, employers and feedback - Ability to represent yourself digitally & with far more insight than a CV - Analytics that help you develop your career and market value Our commitment to employers: - Reduces your time to fill by 25% - Halves your hiring spend - Eliminates sourcing bias with our AI technology Tech hiring is hard, but we make it easier, taking away the heavy lifting involved in talent sourcing, allowing you to be more productive whilst delivering the candidates you need, when you need them. Welcome to intelligent hiring.
Experience · 13 entries
All (13)
Investments (8)
Founder (3)
2025
Seed Investor
Apr 2025
An authentic single origin and sustainable additive-free tequila from the highlands of Arandas.
2024
Seed Investor & Advisory Board Member
Nov 2024
TheAX.ai is a UK based AI start-up with a mission to help knowledge businesses capitalise on opportunities from AI, so they can grow & prosper in the new AI world of Accelerated Experience (AX). Were not only building an AI product, were leading the way to a new age of collaborative relationships between AI and human expertise in knowledge industries
Investor & Strategic Board Advisor
Jul 2024
Umbra Systems Limited is an experienced team of engineers dedicated towards building robust cloud object storage. Our product uses innovative maths to keep data safe and secure while always being available irrespective of cloud provider failures. With 3-fault tolerance, continuous backups, and AWS API support, Umbra Shadowstream™ is easy to implement, and improves upon familiar, existing services.
Co-Founder & Director
Jan 2024
Digital Ways of Working has a purpose of helping organisations of all sizes realise the benefits achievable through having a winning Digital Strategy.  We differentiate ourselves by helping clients define and understand the opportunities which will maximise Return on Investment, differentiate from competitors, or disrupt the sector they operate in. All the associates we use are ex CXO’s, CISO’s, CTO’s, CDO’s who have had successful careers in organisations from many sectors and ranging from SMB’s to Global Organisations.  Our associates have proven experience in designing & delivering Change and Digital Transformation & understand the challenges & opportunities associated with Digital Transformation & Change Programmes in general. The Partner and Associate network we use ensures we only engage with people we know and trust from our lives as CXO’s.  These are partners we trust to introduce to our clients, based on them delivering or demonstrating that they can deliver successful outcomes.
2022
Investor
Jul 2022
Digitally Transforming Property Management. A modern digital solution bringing convenience and transparency to the property maintenance sector for both tenants and landlords.
Show all 13 entries ↓
Investment activity
2017–2025 · 8 investments
2017120211202232024220251
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